Bulletin of the Korean Chemical Society

  • 제12권1호
  • /
  • Pages.57-60
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  • 1991
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Thermal and Photochemical Reactions of Benzosilacyclobutenes with Alcohols. Intermediacy of o-Silaquinone Methide in the Photochemical Reactions

  • Kang, Kyung-Tae (Department of Chemical Education, Pusan National University) ;
  • Yoon, Ung-Chan (Department of Chemistry, Pusan National University) ;
  • Seo, Hee-Chan (Department of Chemical Education, Pusan National University) ;
  • Kim, Kwang-Nam (Department of Chemical Education, Pusan National University) ;
  • Song Hwan Young (Department of Chemical Education, Pusan National University) ;
  • Lee, Jae-Chul (Department of Chemical Education, Pusan National University)
  • 발행 : 1991.02.20
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초록

Benzosilacyclobutenes were prepared from the reactions of 1,1-dichlorobenzosilacyclobutene with Grignard reagents or t-butyllithium. In the thermal reactions with alcohols, benzosilacyclobutenes underwent both benzyl-silicon and aryl-silicon bond rupture to yield (dialkyl)alkoxy-o-tolylsilanes and (dialkyl)alkoxybenzylsilanes, respectively. The photochemical reactions, however, produced only the former products via o-silaquinone methides.

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참고문헌

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피인용 문헌

  1. Silacyclobutanes as “Carbanion Pump” in Anionic Polymerization I. Anionic Polymerization of Styrene by Potassium t-Butoxide in the Presence of Silacyclobutanes vol.32, pp.6, 1991, https://doi.org/10.1295/polymj.32.527
  2. Comparison of Photocyclization Reactions of Fluoro- vs Nonfluoro-Substituted Polymethyleneoxy Donor Linked Phthalimides vol.34, pp.4, 1991, https://doi.org/10.5012/bkcs.2013.34.4.1108
  3. Excited State Aromaticity and Antiaromaticity: Opportunities for Photophysical and Photochemical Rationalizations vol.114, pp.10, 1991, https://doi.org/10.1021/cr300471v
  4. The excited state antiaromatic benzene ring: a molecular Mr Hyde? vol.44, pp.18, 2015, https://doi.org/10.1039/c5cs00057b
  5. Palladium-Catalyzed Cross-Coupling of Silyl Electrophiles with Alkylzinc Halides: A Silyl-Negishi Reaction vol.139, pp.23, 2017, https://doi.org/10.1021/jacs.7b04364
  6. Engaging Radicals in Transition Metal-Catalyzed Cross-Coupling with Alkyl Electrophiles: Recent Advances vol.7, pp.7, 2017, https://doi.org/10.1021/acscatal.7b01405
  7. Palladium-Catalyzed Cross-Coupling of Monochlorosilanes and Grignard Reagents vol.7, pp.12, 2017, https://doi.org/10.1021/acscatal.7b03465
  8. C(sp3)-Si Cross-Coupling vol.9, pp.1, 1991, https://doi.org/10.1021/acscatal.8b04230
  9. Building up Strain in One Step: Synthesis of an Edge‐Fused Double Silacyclobutene from an Extensively Trichlorosilylated Butadiene Dianion vol.132, pp.37, 1991, https://doi.org/10.1002/ange.202006463
  10. Building up Strain in One Step: Synthesis of an Edge‐Fused Double Silacyclobutene from an Extensively Trichlorosilylated Butadiene Dianion vol.59, pp.37, 2020, https://doi.org/10.1002/anie.202006463